Condo vacation rentals in Cavendish

Find and book unique condos on Airbnb

Top-rated condo rentals in Cavendish

Guests agree: these condos are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A cozy living space features a large window providing natural light. A comfortable couch and chair are positioned around a coffee table. The room includes a spacious bed with a blue and black patterned blanket, while a 50-inch TV is mounted on the wall.
Condo in Killington
4.88 out of 5 average rating, 265 reviews

Killington-Pico ski in/out Studio at base of Pico

At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.

Top guest favorite
A cozy living area features a deep leather sofa positioned near a stone fireplace. A large window opens to the balcony, inviting natural light. A TV is mounted above a wooden mantle, and a small table and chair provide a space for work or dining.
Condo in Killington
4.99 out of 5 average rating, 160 reviews

Elegant Alpine Condo - Golf, Bike & Pool!

Stylishly updated 1-bedroom Whiffletree condo with an upscale alpine feel—minutes from Killington Resort, golf course, and access road. Thoughtfully stocked with essentials, plus a private gear locker for convenience. Unwind at the onsite outdoor pool (open Memorial Day–Labor Day) or explore nearby hiking, biking, and Vermont’s scenic beauty. Comfortably sleeps 4 with a king bed and queen pullout sofa. Pack & Play crib, mattress and sheets available upon request for $25 per stay. Reg #007718

Top guest favorite
An open living area is shown with a cozy gray sofa and a deep red armchair. A wooden coffee table sits on a patterned rug in the center, while a decorative lamp adds warm light. A vintage-style accent wall features rustic brickwork and a small heater.
Condo in Grantham
4.98 out of 5 average rating, 158 reviews

Lovely, light-filled condo in Eastman

This Eastman condo is centrally located for year-round outdoor fun! This multi-level, open concept home can accommodate a large family or three couples looking for a fall color tour, or a ski getaway. Lower level features a game/tv room with a comfy sofa bed. Main floor has a living room with television, dining table that seats six, and a full service kitchen. Upstairs has king bedroom, full bath and cozy reading nook.The charms of New Hampshire surround you in this cozy, light-filled getaway.

Top guest favorite
A spacious living room features a comfortable sectional sofa facing a propane fireplace. A mounted TV is positioned above the hearth. Natural light enters through sliding glass doors leading to a private porch, surrounded by lush greenery.
Condo in Mendon
4.95 out of 5 average rating, 128 reviews

Hotel Chic - Home Comfort -Ski Easy.

HOTEL CHIC - SKI EASY ELEGANT - COZY - SPOTLESS OUR ULTRA COZY RETREAT WAITS JUST FOR YOU. MINUTES TO WEDDINGS, GRADUATIONS, HIKING, MOUNTAIN BIKING, GOLF, SEASONAL PRIVATE POOL. EASY ACCESS TO AT/LT. Pico-5 minutes Killington-15 minutes SUPERHOST RATED Air conditioned Fireplace, WIFI TV/living room & bedroom Adjustable queen bed Private covered porch Keypad check in Smoke free/Pet free Seasonal private pool NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children.

Guest favorite
Condo in Killington
4.92 out of 5 average rating, 117 reviews

3BR at base of Pico Mountain!

Ski-on/Ski-off!! Our condo is at the base of Pico Mountain and offers amazing views from the private balcony. Enjoy all the benefits of being slope side of Pico Mountain while just 10 minutes away from Killington Resort! Pico Mountain offers 57 trails with 6 lifts and is a family-favorite to avoid some of the weekend crowds at Killington. Less then 1 mile from the Long Trail and Deer Leap overlook hiking trail. Both fantastic must-do hikes when in the area!

Top guest favorite
A spacious living room features a real wood fireplace with a modern hearth, surrounded by a cozy seating arrangement. A flat-screen television is mounted above the fireplace. Large windows provide natural light and a view of the outdoor balcony, enhancing the inviting atmosphere.
Condo in Killington
4.94 out of 5 average rating, 110 reviews

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Ski On-Ski Off cozy mountain condo with Real Wood Fire Place and King Size Bed in Sunrise Village on Killington Mountain. Updates include all new furniture in the Master Bedroom & Guest Bedroom, all new top of the line Stainless Steel Appliances in the gourmet kitchen, Tastefully decorated Living Room with new queen size sleep sofa & matching chairs. Simply walk to the end of the parking lot to the Ski On/Off trail. I own the adjoining unit -more info below.

Guest favorite
A spacious living area features a plush sofa, a wooden dining table with chairs, and a large window allowing natural light. An electric fireplace is positioned against a stone wall, and a smart TV is mounted above a media console. The decor includes subtle rustic elements.
Condo in Killington
4.95 out of 5 average rating, 168 reviews

Dog-Friendly | Bike, Ski & Relax

In winter, you’re just 488 feet from the Sunrise lift. In summer, you’re minutes from one of the best mountain bike parks in the country, with the outdoor pool and hot tub reopening every Memorial Day. Sunrise Village is a true four-season resort, and this quiet, dog-friendly condo is one of its best spots. Whether you’re chasing powder days, peak foliage, long bike weekends, or just a few peaceful days in the mountains, the location does all the work.

Top guest favorite
A cozy living room features warm wooden paneling and a plush sofa facing a mounted flat-screen television. A circular coffee table sits in the center, complemented by a floor lamp and a side chair. A fireplace adds a comforting touch, creating a welcoming space.
Condo in Ludlow
4.95 out of 5 average rating, 190 reviews

Lovely 1-Bedroom condo with indoor fireplace!

This cozy condo is exactly what a close group of 4-5 people need for a wonderful ski experience. Located centrally in the beautiful town of Ludlow this location is close to everything you could want. It sits on the bus route for Okemo Mountain, and is walkable to groceries, restaurants and bars. "Eight Oh Brew" tap house is located on the base floor of the building. This location has free onsite parking, free firewood and coin laundry machines.

Top guest favorite
A cozy living area is furnished with a grey sofa and two patterned chairs. A wooden coffee table sits center stage, complemented by a stone fireplace. A large television is positioned on a wooden media console, while sliding glass doors offer access to an outdoor balcony, revealing greenery.
Condo in Killington
4.94 out of 5 average rating, 231 reviews

Newly renovated ski retreat at Killington

Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain.

Top guest favorite
A cozy living area is visible, featuring a dining table surrounded by bright yellow chairs. A fireplace is seen, enhancing the space, while a large bear-themed wall mural adds a touch of nature. Natural light floods in from the nearby window.
Condo in Killington
4.93 out of 5 average rating, 221 reviews

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer.

Guest favorite
A view of the snow-covered path leading to the ski slopes is framed by the C Building’s balconies. Sunlight casts long shadows across the pristine snow, highlighting the tranquil winter scene. The surrounding area is clear and inviting, with ski signage visible in the distance.
Condo in Ludlow
4.93 out of 5 average rating, 175 reviews

Okemo Ski-in/Ski-out, Steps to lift Condo

Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Please note there is no AC at this condo complex summer time

Guest favorite
A view of an open-concept suite showcases a kitchen countertop with a sink and decorative flowers. A cozy living area is visible, featuring a red sofa and a dining table. The master bedroom is visible in the background, fitted with a king bed and soft lighting.
Condo in Proctorsville
4.93 out of 5 average rating, 123 reviews

One Bedroom Suite Near Okemo

This 675 square foot suite features a master bedroom with king bed and flat screen TV, separate living room with queen sleeper sofa, flat screen TV, and gas fireplace, full size kitchen, dining area, washer & dryer, and private bath with jetted tub. The Suites location in the Pointe hotel gives you access to the indoor pool, hot tub, fitness room and game room.

Popular amenities for Cavendish condo rentals

When is the best time to visit Cavendish?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR5,372 ZARR5,372 ZARR4,261 ZARR3,150 ZARR3,150 ZARR2,951 ZARR3,498 ZARR3,084 ZARR3,216 ZARR3,565 ZARR4,079 ZARR4,858 ZAR
Avg. temp-5°C-4°C1°C8°C14°C18°C21°C20°C16°C9°C4°C-2°C

Quick stats about condo rentals in Cavendish

  • Total vacation rentals

    Explore 20 vacation rentals in Cavendish

  • Nightly prices starting at

    Cavendish vacation rentals start at R1,990 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 820 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Cavendish vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cavendish rentals

  • 4.8 Average rating

    Cavendish stays are highly rated by guests—averaging 4.8 out of 5!

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Cavendish
  6. Condo rentals